DE19844321B4 - Nematische Flüssigkristallmischung und Verwendung in einer STN-Flüssigkristallanzeige - Google Patents
Nematische Flüssigkristallmischung und Verwendung in einer STN-Flüssigkristallanzeige Download PDFInfo
- Publication number
- DE19844321B4 DE19844321B4 DE19844321A DE19844321A DE19844321B4 DE 19844321 B4 DE19844321 B4 DE 19844321B4 DE 19844321 A DE19844321 A DE 19844321A DE 19844321 A DE19844321 A DE 19844321A DE 19844321 B4 DE19844321 B4 DE 19844321B4
- Authority
- DE
- Germany
- Prior art keywords
- compounds
- liquid
- crystal mixture
- component
- formulas
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 103
- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 72
- 239000004988 Nematic liquid crystal Substances 0.000 title claims abstract description 8
- 150000001875 compounds Chemical class 0.000 claims abstract description 176
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 49
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 28
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 21
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 20
- 125000003302 alkenyloxy group Chemical group 0.000 claims abstract description 6
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 claims abstract description 4
- 239000011306 natural pitch Substances 0.000 claims abstract description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 25
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 5
- 0 CC=CCCC(CC1)CCC1C(CC1)CCC1c1ccc(*)cc1 Chemical compound CC=CCCC(CC1)CCC1C(CC1)CCC1c1ccc(*)cc1 0.000 description 17
- -1 1E-propenyl Chemical group 0.000 description 9
- JRXXLCKWQFKACW-UHFFFAOYSA-N biphenylacetylene Chemical class C1=CC=CC=C1C#CC1=CC=CC=C1 JRXXLCKWQFKACW-UHFFFAOYSA-N 0.000 description 6
- 230000003287 optical effect Effects 0.000 description 6
- 239000011737 fluorine Substances 0.000 description 5
- 235000021391 short chain fatty acids Nutrition 0.000 description 5
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 4
- 125000001153 fluoro group Chemical group F* 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- ULFIAHFQEURGOU-UHFFFAOYSA-N (4-cyanophenyl) 4-ethylbenzoate Chemical compound C1=CC(CC)=CC=C1C(=O)OC1=CC=C(C#N)C=C1 ULFIAHFQEURGOU-UHFFFAOYSA-N 0.000 description 3
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 3
- 101100135744 Caenorhabditis elegans pch-2 gene Proteins 0.000 description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- 239000002019 doping agent Substances 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000011295 pitch Substances 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000005450 2,3-difluoro-1,4-phenylene group Chemical group [H]C1=C([*:2])C(F)=C(F)C([*:1])=C1[H] 0.000 description 1
- 125000006043 5-hexenyl group Chemical group 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 101150026303 HEX1 gene Proteins 0.000 description 1
- 102100035593 POU domain, class 2, transcription factor 1 Human genes 0.000 description 1
- 101710084414 POU domain, class 2, transcription factor 1 Proteins 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- WCLNGBQPTVENHV-MKQVXYPISA-N cholesteryl nonanoate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCC)C1 WCLNGBQPTVENHV-MKQVXYPISA-N 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 125000000113 cyclohexyl group Chemical class [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 101150047356 dec-1 gene Proteins 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 150000001608 tolans Chemical class 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/46—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing esters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/02—Liquid crystal materials characterised by optical, electrical or physical properties of the components, in general
- C09K19/0208—Twisted Nematic (T.N.); Super Twisted Nematic (S.T.N.); Optical Mode Interference (O.M.I.)
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
Landscapes
- Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Liquid Crystal Substances (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19844321A DE19844321B4 (de) | 1997-10-06 | 1998-09-28 | Nematische Flüssigkristallmischung und Verwendung in einer STN-Flüssigkristallanzeige |
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19744068 | 1997-10-06 | ||
| DE19744068.1 | 1997-10-06 | ||
| DE19753748 | 1997-12-04 | ||
| DE19753748.0 | 1997-12-04 | ||
| DE19834169 | 1998-07-29 | ||
| DE19834169.5 | 1998-07-29 | ||
| DE19844321A DE19844321B4 (de) | 1997-10-06 | 1998-09-28 | Nematische Flüssigkristallmischung und Verwendung in einer STN-Flüssigkristallanzeige |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE19844321A1 DE19844321A1 (de) | 1999-04-08 |
| DE19844321B4 true DE19844321B4 (de) | 2008-02-28 |
Family
ID=27217805
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19844321A Expired - Lifetime DE19844321B4 (de) | 1997-10-06 | 1998-09-28 | Nematische Flüssigkristallmischung und Verwendung in einer STN-Flüssigkristallanzeige |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US6080451A (enrdf_load_stackoverflow) |
| JP (1) | JP4540139B2 (enrdf_load_stackoverflow) |
| DE (1) | DE19844321B4 (enrdf_load_stackoverflow) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19848098A1 (de) * | 1997-11-28 | 1999-06-17 | Merck Patent Gmbh | STN-Flüssigkristallanzeige |
| JP4989815B2 (ja) * | 1998-09-12 | 2012-08-01 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング | 液晶媒体およびこれを含有する液晶ディスプレイ |
| DE10018598A1 (de) * | 1999-04-30 | 2000-11-02 | Merck Patent Gmbh | Elektrooptische Flüssigkristallanzeige |
| DE10027066A1 (de) * | 1999-06-30 | 2001-01-11 | Merck Patent Gmbh | TN- und STN-Flüssigkristallanzeigen |
| DE10030459B4 (de) * | 1999-06-30 | 2011-08-11 | Merck Patent GmbH, 64293 | Nematische Flüssigkristallmischung und deren Verwendung in TN- und STN-Flüssigkristallanzeigen |
| WO2001012751A1 (en) * | 1999-08-11 | 2001-02-22 | Merck Patent Gmbh | Liquid-crystalline medium |
| DE10046754A1 (de) * | 2000-09-21 | 2002-04-11 | Merck Patent Gmbh | TN-und STN-Flüssigkristallanzeigen |
| DE10047091A1 (de) * | 2000-09-21 | 2002-04-11 | Merck Patent Gmbh | Flüssigkristalline Mischungen |
| US6692796B2 (en) * | 2001-01-19 | 2004-02-17 | MERCK Patent Gesellschaft mit beschränkter Haftung | Liquid crystalline medium and liquid crystal display |
| DE10223912A1 (de) | 2001-06-28 | 2003-01-16 | Merck Patent Gmbh | TN- und STN-Flüssigkristallanzeigen |
| JP2004339483A (ja) * | 2003-03-14 | 2004-12-02 | Merck Patent Gmbh | 液晶媒質 |
| JP2007525587A (ja) * | 2004-03-01 | 2007-09-06 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフトング | 液晶媒体の分散を設定する方法、液晶媒体、およびそれを含有する電気光学ディスプレイ |
| CN103764792B (zh) * | 2011-09-05 | 2016-06-22 | 默克专利股份有限公司 | 液晶介质和包含其的高频组件 |
| US9493703B2 (en) * | 2011-09-27 | 2016-11-15 | Merck Patent Gmbh | Liquid crystal medium and high-frequency components comprising same |
| CN104087307B (zh) * | 2014-07-15 | 2016-04-27 | 西京学院 | 一种用于制冷剂的液晶混合物 |
| CN108753312B (zh) * | 2018-07-05 | 2021-07-27 | 西安近代化学研究所 | 一种液晶化合物、制备方法及含有此化合物的组合物以及包含此液晶介质的高频组件 |
| CN113234454B (zh) * | 2021-05-27 | 2023-04-25 | 重庆汉朗精工科技有限公司 | 一种液晶组合物及其应用 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4105742A1 (de) * | 1991-02-23 | 1992-08-27 | Merck Patent Gmbh | 2,6 difluortolane |
| EP0543244A1 (de) * | 1991-11-19 | 1993-05-26 | F. Hoffmann-La Roche Ag | Fluorsubstituierte Tolane und sie enthaltende flüssigkristalline Gemische |
| DE19746793A1 (de) * | 1996-10-31 | 1998-05-07 | Merck Patent Gmbh | TN- und STN-Flüssigkristallanzeige |
| DE19732502A1 (de) * | 1997-07-29 | 1999-02-04 | Merck Patent Gmbh | STN-Flüssigkristallanzeige |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60152427A (ja) * | 1984-01-23 | 1985-08-10 | Dainippon Ink & Chem Inc | 新規トラン系ネマチツク液晶化合物 |
| JP2631876B2 (ja) * | 1988-09-22 | 1997-07-16 | 日東化成株式会社 | 液晶材料 |
| DE4032579A1 (de) * | 1990-10-13 | 1992-04-16 | Merck Patent Gmbh | Supertwist-fluessigkristallanzeige |
| JPH05125363A (ja) * | 1991-09-30 | 1993-05-21 | Rodeitsuku Kk | 液晶組成物およびそれを用いる液晶表示素子 |
| JP3186225B2 (ja) * | 1991-10-02 | 2001-07-11 | セイコーエプソン株式会社 | トラン誘導体及びそれを含有する液晶組成物及びそれを用いた液晶表示素子 |
| US5437815A (en) * | 1991-10-02 | 1995-08-01 | Seiko Epson Corporation | Tolan derivative, liquid crystal composition containing the derivative, and liquid crystal display device having the composition |
| US5702640A (en) * | 1993-11-25 | 1997-12-30 | Merck Patent Gesellschaft Mit Beschrankter Haftung | High-multiplexed supertwist liquid-crystal display |
| US5833879A (en) * | 1995-02-15 | 1998-11-10 | Chisso Corporation | Liquid crystalline alkynyltolan compound, liquid crystal composition and liquid crystal display element |
| JP3744940B2 (ja) * | 1995-04-25 | 2006-02-15 | チッソ株式会社 | 液晶組成物および液晶表示素子 |
| JP3146978B2 (ja) * | 1996-06-28 | 2001-03-19 | チッソ株式会社 | 液晶組成物および液晶表示素子 |
| JP2961650B2 (ja) * | 1996-09-25 | 1999-10-12 | チッソ株式会社 | 置換ベンゼン誘導体、液晶組成物および液晶表示素子 |
| DE19750957A1 (de) * | 1996-11-30 | 1998-06-04 | Merck Patent Gmbh | Supertwist-Flüssigkristallanzeige |
| JPH10195024A (ja) * | 1997-01-14 | 1998-07-28 | Citizen Watch Co Ltd | トラン化合物およびそれを含有する液晶組成物 |
| JPH1192763A (ja) * | 1997-09-18 | 1999-04-06 | Dainippon Ink & Chem Inc | ネマチック液晶組成物及びこれを用いた液晶表示装置 |
| JP3911797B2 (ja) * | 1997-10-28 | 2007-05-09 | 日立化成工業株式会社 | 多層プリント配線板の製造方法 |
| DE19848098A1 (de) * | 1997-11-28 | 1999-06-17 | Merck Patent Gmbh | STN-Flüssigkristallanzeige |
-
1998
- 1998-09-28 DE DE19844321A patent/DE19844321B4/de not_active Expired - Lifetime
- 1998-10-05 US US09/166,162 patent/US6080451A/en not_active Expired - Lifetime
- 1998-10-06 JP JP28317398A patent/JP4540139B2/ja not_active Expired - Lifetime
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4105742A1 (de) * | 1991-02-23 | 1992-08-27 | Merck Patent Gmbh | 2,6 difluortolane |
| EP0543244A1 (de) * | 1991-11-19 | 1993-05-26 | F. Hoffmann-La Roche Ag | Fluorsubstituierte Tolane und sie enthaltende flüssigkristalline Gemische |
| DE19746793A1 (de) * | 1996-10-31 | 1998-05-07 | Merck Patent Gmbh | TN- und STN-Flüssigkristallanzeige |
| DE19732502A1 (de) * | 1997-07-29 | 1999-02-04 | Merck Patent Gmbh | STN-Flüssigkristallanzeige |
Also Published As
| Publication number | Publication date |
|---|---|
| DE19844321A1 (de) | 1999-04-08 |
| US6080451A (en) | 2000-06-27 |
| JPH11218730A (ja) | 1999-08-10 |
| JP4540139B2 (ja) | 2010-09-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8181 | Inventor (new situation) |
Free format text: HIRSCHMANN, HARALD, DR., 64291 DARMSTADT, DE SCHUEPFER, SVEN, 63739 ASCHAFFENBURG, DE REIFFENRATH, VOLKER, 64380 ROSSDORF, DE SCHOEN, SABINE, DR., 64287 DARMSTADT, DE |
|
| 8110 | Request for examination paragraph 44 | ||
| 8364 | No opposition during term of opposition | ||
| R071 | Expiry of right |